ES2889149T3 - Procedimiento de separación del paladio de otros elementos metálicos presentes en una fase acuosa nítrica utilizando como extractantes malonamidas particulares - Google Patents

Procedimiento de separación del paladio de otros elementos metálicos presentes en una fase acuosa nítrica utilizando como extractantes malonamidas particulares Download PDF

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Publication number: ES2889149T3
Authority: ES; Spain
Prior art keywords: palladium; phase; aqueous; nitric; organic phase
Prior art date: 2017-09-07
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Active

Application number

ES18778547T

Other languages

English (en)

Spanish (es)

Inventor

Damien Bourgeois

Daniel Meyer

Bertrand Braibant

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Centre National de la Recherche Scientifique CNRS

Commissariat a lEnergie Atomique et aux Energies Alternatives CEA

Original Assignee

Centre National de la Recherche Scientifique CNRS

Commissariat a lEnergie Atomique CEA

Commissariat a lEnergie Atomique et aux Energies Alternatives CEA

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2017-09-07

Filing date

2018-09-06

Publication date

2022-01-11

2018-09-06 Application filed by Centre National de la Recherche Scientifique CNRS, Commissariat a lEnergie Atomique CEA, Commissariat a lEnergie Atomique et aux Energies Alternatives CEA filed Critical Centre National de la Recherche Scientifique CNRS

2022-01-11 Application granted granted Critical

2022-01-11 Publication of ES2889149T3 publication Critical patent/ES2889149T3/es

Status Active legal-status Critical Current

2038-09-06 Anticipated expiration legal-status Critical

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KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 title claims abstract description 167
229910052763 palladium Inorganic materials 0.000 title claims abstract description 81
WRIRWRKPLXCTFD-UHFFFAOYSA-N malonamide Chemical class NC(=O)CC(N)=O WRIRWRKPLXCTFD-UHFFFAOYSA-N 0.000 title claims abstract description 66
238000000034 method Methods 0.000 title claims abstract description 58
229910052751 metal Inorganic materials 0.000 title claims abstract description 41
238000000926 separation method Methods 0.000 title claims description 19
239000012074 organic phase Substances 0.000 claims abstract description 62
230000008569 process Effects 0.000 claims abstract description 39
239000012071 phase Substances 0.000 claims abstract description 37
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 21
125000004434 sulfur atom Chemical group 0.000 claims abstract description 20
125000000217 alkyl group Chemical group 0.000 claims abstract description 14
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
125000004404 heteroalkyl group Chemical group 0.000 claims abstract description 11
125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 8
239000008346 aqueous phase Substances 0.000 claims description 70
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 29
229910017604 nitric acid Inorganic materials 0.000 claims description 29
238000000605 extraction Methods 0.000 claims description 25
239000000243 solution Substances 0.000 claims description 25
150000001768 cations Chemical class 0.000 claims description 24
239000002184 metal Substances 0.000 claims description 22
239000002253 acid Substances 0.000 claims description 17
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 16
239000000203 mixture Substances 0.000 claims description 16
238000011084 recovery Methods 0.000 claims description 15
239000007864 aqueous solution Substances 0.000 claims description 9
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 8
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 8
239000002699 waste material Substances 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 7
150000003839 salts Chemical class 0.000 claims description 7
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 6
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
150000007513 acids Chemical class 0.000 claims description 6
239000008139 complexing agent Substances 0.000 claims description 6
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 4
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical class C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
229910021529 ammonia Inorganic materials 0.000 claims description 4
NJIIDYSZCQGUKI-UHFFFAOYSA-N n,n,n',n'-tetrahexylpropanediamide Chemical compound CCCCCCN(CCCCCC)C(=O)CC(=O)N(CCCCCC)CCCCCC NJIIDYSZCQGUKI-UHFFFAOYSA-N 0.000 claims description 4
229910052708 sodium Inorganic materials 0.000 claims description 4
239000011734 sodium Chemical class 0.000 claims description 4
URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 claims description 3
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 3
235000019270 ammonium chloride Nutrition 0.000 claims description 3
239000003638 chemical reducing agent Substances 0.000 claims description 3
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical class [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
XLNGSBXOBQQYQF-UHFFFAOYSA-N N,N'-dibenzyl-N,N'-dihexylpropanediamide Chemical compound C(CCCCC)N(C(CC(=O)N(CC1=CC=CC=C1)CCCCCC)=O)CC1=CC=CC=C1 XLNGSBXOBQQYQF-UHFFFAOYSA-N 0.000 claims description 2
JOXUSLZIHQJKHL-UHFFFAOYSA-N N,N'-dicyclohexyl-N,N'-dihexylpropanediamide Chemical compound C(CCCCC)N(C(CC(=O)N(C1CCCCC1)CCCCCC)=O)C1CCCCC1 JOXUSLZIHQJKHL-UHFFFAOYSA-N 0.000 claims description 2
YTASGQCTJXVYNK-UHFFFAOYSA-N N,N,N',N'-tetrakis(2-phenylethyl)propanediamide Chemical compound C1(=CC=CC=C1)CCN(C(CC(=O)N(CCC1=CC=CC=C1)CCC1=CC=CC=C1)=O)CCC1=CC=CC=C1 YTASGQCTJXVYNK-UHFFFAOYSA-N 0.000 claims description 2
ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical class [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 2
229910001514 alkali metal chloride Inorganic materials 0.000 claims description 2
150000002429 hydrazines Chemical class 0.000 claims description 2
ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 2
150000002443 hydroxylamines Chemical class 0.000 claims description 2
GAJFDARXKQIKEX-UHFFFAOYSA-N n,n,n',n'-tetraoctylpropanediamide Chemical compound CCCCCCCCN(CCCCCCCC)C(=O)CC(=O)N(CCCCCCCC)CCCCCCCC GAJFDARXKQIKEX-UHFFFAOYSA-N 0.000 claims description 2
229910017464 nitrogen compound Inorganic materials 0.000 claims description 2
150000002830 nitrogen compounds Chemical class 0.000 claims description 2
235000006408 oxalic acid Nutrition 0.000 claims description 2
RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical class [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 claims description 2
229940043349 potassium metabisulfite Drugs 0.000 claims description 2
235000010263 potassium metabisulphite Nutrition 0.000 claims description 2
229940001584 sodium metabisulfite Drugs 0.000 claims description 2
235000010262 sodium metabisulphite Nutrition 0.000 claims description 2
150000003464 sulfur compounds Chemical class 0.000 claims description 2
DHZUEZRUZHEPGE-UHFFFAOYSA-N n,n,n',n'-tetrakis(2-ethylhexyl)propanediamide Chemical compound CCCCC(CC)CN(CC(CC)CCCC)C(=O)CC(=O)N(CC(CC)CCCC)CC(CC)CCCC DHZUEZRUZHEPGE-UHFFFAOYSA-N 0.000 claims 1
DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical class OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 claims 1
229940048910 thiosulfate Drugs 0.000 claims 1
150000001457 metallic cations Chemical class 0.000 abstract description 4
241001255830 Thema Species 0.000 description 15
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
238000000638 solvent extraction Methods 0.000 description 11
229910052747 lanthanoid Inorganic materials 0.000 description 10
150000002602 lanthanoids Chemical class 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
238000004064 recycling Methods 0.000 description 9
-1 platinum group metals Chemical class 0.000 description 8
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 7
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 7
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
239000003085 diluting agent Substances 0.000 description 6
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
238000004458 analytical method Methods 0.000 description 5
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 5
229910052737 gold Inorganic materials 0.000 description 5
239000010931 gold Substances 0.000 description 5
238000009854 hydrometallurgy Methods 0.000 description 5
238000000622 liquid--liquid extraction Methods 0.000 description 5
230000003197 catalytic effect Effects 0.000 description 4
239000010949 copper Substances 0.000 description 4
238000009826 distribution Methods 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
125000004430 oxygen atom Chemical group O* 0.000 description 4
239000002904 solvent Substances 0.000 description 4
KZVBBTZJMSWGTK-UHFFFAOYSA-N 1-[2-(2-butoxyethoxy)ethoxy]butane Chemical compound CCCCOCCOCCOCCCC KZVBBTZJMSWGTK-UHFFFAOYSA-N 0.000 description 3
238000005160 1H NMR spectroscopy Methods 0.000 description 3
LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
229910002651 NO3 Inorganic materials 0.000 description 3
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
230000006399 behavior Effects 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
229910052802 copper Inorganic materials 0.000 description 3
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
125000005842 heteroatom Chemical group 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
125000004433 nitrogen atom Chemical group N* 0.000 description 3
MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 3
229910052697 platinum Inorganic materials 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
230000009467 reduction Effects 0.000 description 3
229910052709 silver Inorganic materials 0.000 description 3
239000004332 silver Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 3
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
229910052779 Neodymium Inorganic materials 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
229910052768 actinide Inorganic materials 0.000 description 2
150000001255 actinides Chemical class 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
239000002585 base Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 2
238000005119 centrifugation Methods 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
239000011651 chromium Substances 0.000 description 2
239000012230 colorless oil Substances 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
239000003480 eluent Substances 0.000 description 2
IIEWJVIFRVWJOD-UHFFFAOYSA-N ethyl cyclohexane Natural products CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
239000000284 extract Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
238000002354 inductively-coupled plasma atomic emission spectroscopy Methods 0.000 description 2
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
239000000463 material Substances 0.000 description 2
150000002739 metals Chemical class 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
QTVRIQFMPJRJAK-UHFFFAOYSA-N n,n,n',n'-tetrabutylpropanediamide Chemical compound CCCCN(CCCC)C(=O)CC(=O)N(CCCC)CCCC QTVRIQFMPJRJAK-UHFFFAOYSA-N 0.000 description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
230000001590 oxidative effect Effects 0.000 description 2
HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 2
GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 2
238000011020 pilot scale process Methods 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
238000000746 purification Methods 0.000 description 2
238000011002 quantification Methods 0.000 description 2
239000010948 rhodium Substances 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
239000007787 solid Substances 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 description 2
AAORDHMTTHGXCV-UHFFFAOYSA-N uranium(6+) Chemical compound [U+6] AAORDHMTTHGXCV-UHFFFAOYSA-N 0.000 description 2
238000005406 washing Methods 0.000 description 2
LWAVGNJLLQSNNN-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) 4-azidobenzoate Chemical compound C1=CC(N=[N+]=[N-])=CC=C1C(=O)ON1C(=O)CCC1=O LWAVGNJLLQSNNN-UHFFFAOYSA-N 0.000 description 1
AGJAUFUNZWHLKE-UHFFFAOYSA-N (2E,4E)-N-isobutyl-2,4-tetradecadienamide Natural products CCCCCCCCCC=CC=CC(=O)NCC(C)C AGJAUFUNZWHLKE-UHFFFAOYSA-N 0.000 description 1
LGXAANYJEHLUEM-UHFFFAOYSA-N 1,2,3-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(C(C)C)=C1C(C)C LGXAANYJEHLUEM-UHFFFAOYSA-N 0.000 description 1
BZJTUOGZUKFLQT-UHFFFAOYSA-N 1,3,5,7-tetramethylcyclooctane Chemical group CC1CC(C)CC(C)CC(C)C1 BZJTUOGZUKFLQT-UHFFFAOYSA-N 0.000 description 1
238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
229910052695 Americium Inorganic materials 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
229910052692 Dysprosium Inorganic materials 0.000 description 1
229910000608 Fe(NO3)3.9H2O Inorganic materials 0.000 description 1
CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
229910017498 Nd(NO3)3.6H2O Inorganic materials 0.000 description 1
YWMAPNNZOCSAPF-UHFFFAOYSA-N Nickel(1+) Chemical compound [Ni+] YWMAPNNZOCSAPF-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
229910052769 Ytterbium Inorganic materials 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
KVLCHQHEQROXGN-UHFFFAOYSA-N aluminium(1+) Chemical compound [Al+] KVLCHQHEQROXGN-UHFFFAOYSA-N 0.000 description 1
229940007076 aluminum cation Drugs 0.000 description 1
LXQXZNRPTYVCNG-UHFFFAOYSA-N americium atom Chemical compound [Am] LXQXZNRPTYVCNG-UHFFFAOYSA-N 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
238000001636 atomic emission spectroscopy Methods 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
150000001638 boron Chemical class 0.000 description 1
150000001642 boronic acid derivatives Chemical class 0.000 description 1
238000012512 characterization method Methods 0.000 description 1
229910052729 chemical element Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
230000002860 competitive effect Effects 0.000 description 1
230000000536 complexating effect Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
150000001908 cumenes Chemical class 0.000 description 1
229940116906 cupric cation Drugs 0.000 description 1
125000006165 cyclic alkyl group Chemical group 0.000 description 1
238000011161 development Methods 0.000 description 1
150000001470 diamides Chemical class 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000005518 electrochemistry Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
229940006199 ferric cation Drugs 0.000 description 1
229940045203 ferrous cation Drugs 0.000 description 1
230000004992 fission Effects 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
230000006872 improvement Effects 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
KXUHSQYYJYAXGZ-UHFFFAOYSA-N isobutylbenzene Chemical compound CC(C)CC1=CC=CC=C1 KXUHSQYYJYAXGZ-UHFFFAOYSA-N 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
229910052746 lanthanum Inorganic materials 0.000 description 1
FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
238000002386 leaching Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000000873 masking effect Effects 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000002844 melting Methods 0.000 description 1
239000012528 membrane Substances 0.000 description 1
SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical compound C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000013508 migration Methods 0.000 description 1
238000005065 mining Methods 0.000 description 1
125000002950 monocyclic group Chemical group 0.000 description 1
QDRPSHIVUBISGI-UHFFFAOYSA-N n,n'-dibutyl-n,n'-dimethyl-2-tetradecylpropanediamide Chemical compound CCCCCCCCCCCCCCC(C(=O)N(C)CCCC)C(=O)N(C)CCCC QDRPSHIVUBISGI-UHFFFAOYSA-N 0.000 description 1
229940094933 n-dodecane Drugs 0.000 description 1
QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
229940006444 nickel cation Drugs 0.000 description 1
229910000510 noble metal Inorganic materials 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000002892 organic cations Chemical class 0.000 description 1
NXJCBFBQEVOTOW-UHFFFAOYSA-L palladium(2+);dihydroxide Chemical compound O[Pd]O NXJCBFBQEVOTOW-UHFFFAOYSA-L 0.000 description 1
PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
125000004437 phosphorous atom Chemical group 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
WFIZEGIEIOHZCP-UHFFFAOYSA-M potassium formate Chemical compound [K+].[O-]C=O WFIZEGIEIOHZCP-UHFFFAOYSA-M 0.000 description 1
239000010970 precious metal Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000012545 processing Methods 0.000 description 1
238000009853 pyrometallurgy Methods 0.000 description 1
230000008439 repair process Effects 0.000 description 1
229910052703 rhodium Inorganic materials 0.000 description 1
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
ZJMWRROPUADPEA-UHFFFAOYSA-N sec-butylbenzene Chemical compound CCC(C)C1=CC=CC=C1 ZJMWRROPUADPEA-UHFFFAOYSA-N 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
RGKBHCHHMKMETO-UHFFFAOYSA-N sulfurous diamide Chemical class NS(N)=O RGKBHCHHMKMETO-UHFFFAOYSA-N 0.000 description 1
239000000725 suspension Substances 0.000 description 1
JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 0.000 description 1
DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
150000004764 thiosulfuric acid derivatives Chemical class 0.000 description 1
229910009112 xH2O Inorganic materials 0.000 description 1
239000008096 xylene Substances 0.000 description 1
NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
229940006486 zinc cation Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B11/00—Obtaining noble metals
- C22B11/04—Obtaining noble metals by wet processes
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B3/00—Extraction of metal compounds from ores or concentrates by wet processes
- C22B3/20—Treatment or purification of solutions, e.g. obtained by leaching
- C22B3/26—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling

Landscapes

Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Organic Chemistry (AREA)
Materials Engineering (AREA)
Mechanical Engineering (AREA)
Metallurgy (AREA)
Manufacturing & Machinery (AREA)
Life Sciences & Earth Sciences (AREA)
Environmental & Geological Engineering (AREA)
General Life Sciences & Earth Sciences (AREA)
Geochemistry & Mineralogy (AREA)
Geology (AREA)
Manufacture And Refinement Of Metals (AREA)
Extraction Or Liquid Replacement (AREA)

ES18778547T 2017-09-07 2018-09-06 Procedimiento de separación del paladio de otros elementos metálicos presentes en una fase acuosa nítrica utilizando como extractantes malonamidas particulares Active ES2889149T3 (es)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR1758241A FR3070692B1 (fr)	2017-09-07	2017-09-07	Procede de separation du palladium des autres elements metalliques presents dans une phase aqueuse nitrique utilisant comme extractants des malonamides particuliers.
PCT/FR2018/052183 WO2019048790A1 (fr)	2017-09-07	2018-09-06	Procédé de séparation du palladium des autres éléments métalliques présents dans une phase aqueuse nitrique utilisant comme extractants des malonamides particuliers

Publications (1)

Publication Number	Publication Date
ES2889149T3 true ES2889149T3 (es)	2022-01-11

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ES18778547T Active ES2889149T3 (es)	2017-09-07	2018-09-06	Procedimiento de separación del paladio de otros elementos metálicos presentes en una fase acuosa nítrica utilizando como extractantes malonamidas particulares

Country Status (6)

Country	Link
EP (1)	EP3662089B1 (de)
ES (1)	ES2889149T3 (de)
FR (1)	FR3070692B1 (de)
PL (1)	PL3662089T3 (de)
SG (1)	SG11202002040UA (de)
WO (1)	WO2019048790A1 (de)

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR3106597B1 (fr) *	2020-01-23	2022-02-18	Centre Nat Rech Scient	Procédé d'extraction et de récupération d'or et/ou d'un ou de platinoïdes présents dans une phase aqueuse acide
FR3153544A1 (fr)	2023-09-28	2025-04-04	Commissariat A L'energie Atomique Et Aux Energies Alternatives	Matériau composite utile pour l’extraction du palladium, son procédé de préparation et ses utilisations

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4022472C1 (de) *	1990-07-14	1991-10-24	Schering Ag Berlin-Bergkamen, 1000 Berlin, De
JP2887036B2 (ja) *	1993-01-19	1999-04-26	住友金属鉱山株式会社	核分裂生成貴金属の分離・精製方法
FR3023847A1 (fr) *	2014-07-17	2016-01-22	Commissariat Energie Atomique	Procede de separation du palladium des autres elements metalliques presents dans une phase aqueuse nitrique et ses utilisations

2017
- 2017-09-07 FR FR1758241A patent/FR3070692B1/fr active Active
2018
- 2018-09-06 SG SG11202002040UA patent/SG11202002040UA/en unknown
- 2018-09-06 PL PL18778547T patent/PL3662089T3/pl unknown
- 2018-09-06 WO PCT/FR2018/052183 patent/WO2019048790A1/fr not_active Ceased
- 2018-09-06 ES ES18778547T patent/ES2889149T3/es active Active
- 2018-09-06 EP EP18778547.2A patent/EP3662089B1/de active Active

Also Published As

Publication number	Publication date
WO2019048790A1 (fr)	2019-03-14
FR3070692B1 (fr)	2019-09-13
SG11202002040UA (en)	2020-04-29
PL3662089T3 (pl)	2022-01-31
EP3662089B1 (de)	2021-08-18
EP3662089A1 (de)	2020-06-10
FR3070692A1 (fr)	2019-03-08

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